反应详情

Sodium acetate (3.51 g, 42.82 mmol) and 2-(2-methoxymethoxyethyl)oxirane (10.3 g, 77.86 mmol) were added to 2-chloro-4-nitro-1H-imidazole (5.74 g, 38.93 mmol) in ethanol (60 ml), and the resulting mixture was stirred under reflux for 13.5 hours. The reaction mixture was concentrated under reduced pressure. Water was added to the residue, and the resulting mixture was extracted with methylene chloride. The extract was dried over magnesium sulfate and then concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1) and then crystallized from methylene chloride-diisopropyl ether to afford 2-chloro-1-(2-hydroxy-4-methoxymethoxybutyl)-4-nitroimidazole (8.51 g, yield 78%) as a light yellow powder.

1. temperatureunder reflux for 13.5 hours
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. additionWater was added to the residue
4. extractionthe resulting mixture was extracted with methylene chloride
5. dry with materialThe extract was dried over magnesium sulfate
6. concentrationconcentrated under reduced pressure
7. customthe residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1)
8. customcrystallized from methylene chloride-diisopropyl ether